For sale

$2,225,000

19 Chester Road, Darien, CT 06820

4beds

3,264sqft

Est.:

Single Family Residence

Built in 1931

0.5 Acres Lot

$-- Zestimate^®

$682/sqft

$-- HOA

What's special

This storybook charmer sits on a rare half acre of flat, dry land directly abutting Woodland Park, creating a setting that feels both private and enchanting. Summer entertaining comes naturally here; think firepit conversations, dinners on the patio, and long evenings surrounded by nature. The four-bedroom, two-and-a-half bath layout offers great flow, with the kitchen opening to the family room and a classic dining and living room arrangement anchored by a fireplace. All of this in one of Darien's most beloved neighborhoods, walkable to schools, train, and shopping.

18 days

5,529

199

Tour with a local agent

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 4
Bathrooms: 3
Full bathrooms: 2
1/2 bathrooms: 1

Primary bedroom

Features: Cathedral Ceiling(s), Full Bath, Walk-In Closet(s), Hardwood Floor
Level: Upper
Area: 285 Square Feet
Dimensions: 15 x 19

Bedroom

Features: Balcony/Deck, Hardwood Floor
Level: Upper
Area: 180 Square Feet
Dimensions: 12 x 15

Bedroom

Features: Walk-In Closet(s), Hardwood Floor
Level: Upper
Area: 196 Square Feet
Dimensions: 14 x 14

Bedroom

Features: Wall/Wall Carpet, Hardwood Floor
Level: Upper
Area: 144 Square Feet
Dimensions: 12 x 12

Dining room

Features: Patio/Terrace
Level: Main
Area: 180 Square Feet
Dimensions: 12 x 15

Family room

Features: Built-in Features, Ceiling Fan(s), Hardwood Floor
Level: Main
Area: 342 Square Feet
Dimensions: 19 x 18

Kitchen

Features: Breakfast Bar, Wet Bar, Hardwood Floor
Level: Main
Area: 240 Square Feet
Dimensions: 16 x 15

Living room

Features: Fireplace, Hardwood Floor
Level: Main
Area: 338 Square Feet
Dimensions: 13 x 26

Rec play room

Features: Bookcases, Built-in Features, Wall/Wall Carpet
Level: Third,Upper
Area: 168 Square Feet
Dimensions: 12 x 14

Heating

Hot Water, Natural Gas

Cooling

Central Air

Appliances

Included: Gas Cooktop, Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Dryer, Water Heater
Laundry: Main Level

Features

Smart Thermostat
Basement: Full,Unfinished
Attic: Storage,Partially Finished,Walk-up
Number of fireplaces: 1

Interior area

Total structure area: 3,264
Total interior livable area: 3,264 sqft
Finished area above ground: 3,264

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 4
Parking features: Driveway, Gravel
Has uncovered spaces: Yes

Features

Patio & porch: Screened, Porch, Patio
Waterfront features: Beach Access

Lot

Size: 0.5 Acres
Features: Borders Open Space, Level, Cul-De-Sac, Landscaped

Details

Additional structures: Shed(s)
Parcel number: 2463566
Zoning: R13

Construction

Type & style

Home type: SingleFamily
Architectural style: Tudor
Property subtype: Single Family Residence

Materials

Shingle Siding, Brick
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1931

Utilities & green energy

Sewer: Public Sewer
Water: Public

Green energy

Energy efficient items: Thermostat

Community & HOA

Community

Features: Golf, Health Club, Library, Medical Facilities, Park, Near Public Transport, Tennis Court(s)

HOA

Has HOA: No

Location

Region: Darien

Financial & listing details

Price per square foot: $682/sqft
Tax assessed value: $1,178,730
Annual tax amount: $18,247
Date on market: 5/1/2026
Exclusions: See exclusion/inclusion list

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
5/5/2026	Listed for sale	$2,225,000+69.2%$682/sqft
Source: Smart MLS #24170445 Report a problem
4/7/2013	Sold	$1,315,000$403/sqft
Source: Smart MLS #98524403 Report a problem
8/17/2012	Sold	$1,315,000-5.7%$403/sqft
Source: Public Record Report a problem
6/12/2012	Pending sale	$1,395,000$427/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem
6/1/2012	Listed for sale	$1,395,000$427/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem
5/22/2012	Pending sale	$1,395,000$427/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem
4/17/2012	Price change	$1,395,000-5.4%$427/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem
2/4/2012	Price change	$1,475,000-4.8%$452/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem
1/10/2012	Listed for sale	$1,550,000$475/sqft
Source: Kelly Associates Real Estate, Inc. #16744 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$18,247 +5.4%	$1,178,730
2024	$17,316 +15.7%	$1,178,730 +38.7%
2023	$14,961 +2.2%	$849,590
2022	$14,638 +2.3%	$849,590
2021	$14,307 +2.9%	$849,590
2020	$13,899 -0.7%	$849,590
2019	$13,993 +2%	$849,590 -0.4%
2018	$13,713 -0.5%	$852,810
2017	$13,781 +2.5%	$852,810
2016	$13,449 +2.7%	$852,810
2015	$13,091 +2.3%	$852,810
2014	$12,801 +3.7%	$852,810 -9%
2013	$12,341 +3.9%	$937,020
2012	$11,881 +3.9%	$937,020
2011	$11,432 +3.9%	$937,020
2010	$11,001 +3.3%	$937,020
2009	$10,654 +7.3%	$937,020 +37.4%
2008	$9,925 +4.9%	$682,150
2007	$9,461 +3.5%	$682,150
2006	$9,141 -28%	$682,150 -30%
2005	$12,688 +84%	$974,500 +98.2%
2001	$6,894 +7.3%	$491,750 -30%
2000	$6,422 +29%	$702,500 +150.1%
1999	$4,977	$280,860

Find assessor info on the county website

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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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